Jesse James

Jesse James currently serves as a Hybrid Development Manager at Toast since August 2025, following a role as Senior Manager of Sales, Business Development at Rain, where leadership of a nine-member team focused on generating sales-qualified leads in the Enterprise segment. Prior to that, Jesse held positions at JumpCrew as Manager of Sales, overseeing four sales teams, and at Dell Technologies, where various roles included Inside Sales Manager, Sales Coach, Senior Account Manager, and Inside Sales Representative, all emphasizing team management and sales strategy execution. Early career experience involved managing teams in the hospitality sector. Jesse is pursuing education at Queensborough Community College of The City University of New York (CUNY).